A negative allosteric modulator of CaSR
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Calhex 231

Item No. 17268

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]-benzamide
CAS Number
652973-93-8
Molecular Formula
C25H27ClN2O
Formula Weight
407.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 20 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.25 mg/ml
λmax
224 nm
SMILES
ClC1=CC=C(C(N[C@H]2CCCC[C@@H]2N[C@H](C)C3=CC=CC4=C3C=CC=C4)=O)C=C1
InChi Code
InChI=1S/C25H27ClN2O/c1-17(21-10-6-8-18-7-2-3-9-22(18)21)27-23-11-4-5-12-24(23)28-25(29)19-13-15-20(26)16-14-19/h2-3,6-10,13-17,23-24,27H,4-5,11-12H2,1H3,(H,28,29)/t17-,23+,24+/m1/s1
InChi Key
YTFUQWWKTIWYEY-CQLNOVPUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $128

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    10 mg

    $236

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    25 mg

    $502

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    Product Description

    Calhex 231 is a negative allosteric modulator of CaSR that blocks calcium-mediated activation (IC50 = 0.39 µM).1 It also attenuates the activation of CaSR by calcimimetics, like calindol (Item No. 17575) and R-568.2,3 Calhex 231 is commonly used to study the role of CaSR in various cell types, including stem cells.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Petrel, C., Kessler, A., Maslah, F., et al. Modeling and mutagenesis of the binding site of Calhex 231, a novel negative allosteric modulator of the extracellular Ca(2+)-sensing receptor. The Journal of Biological Chemisty 278(49), 49487-49494 (2015).

    2. Weston, A.H., Absi, M., Ward, D.T., et al. Evidence in favor of a calcium-sensing receptor in arterial endothelial cells: Studies with calindol and Calhex 231. Circ. Res. 97(4), 391-398 (2005).

    3. Di Tomo, P., Pipino, C., Lanuti, P., et al. Calcium sensing receptor expression in ovine amniotic fluid mesenchymal stem cells and the potential role of R-568 during osteogenic differentiation. PLoS One 8(9), 1-12 (2013).

    4. Lembrechts, R., Brouns, I., Schnorbusch, K., et al. Functional expression of the multimodal extracellular calcium-sensing receptor in pulmonary neuroendocrine cells. J. Cell Sci. 126(19), 4490-4501 (2013).